Natural Product: NPC101894

Natural Product ID:  NPC101894
Common Name:   Marianin A
IUPAC Name:   5-methyl-4,7-bis(3-methylbut-2-enoxy)chromen-2-one
Synonyms:   Marianin A
Molecular Formula:   C20H24O4
Standard InCHIKey:  YYRFSVLPVFHWOJ-UHFFFAOYSA-N
Standard InCHI:  InChI=1S/C20H24O4/c1-13(2)6-8-22-16-10-15(5)20-17(23-9-7-14(3)4)12-19(21)24-18(20)11-16/h6-7,10-12H,8-9H2,1-5H3
Canonical SMILES:  CC(=CCOc1cc(C)c2c(c1)oc(=O)cc2OCC=C(C)C)C
First Find Year:  
Max Developmental Stage:  
Synthetic Gene Cluster:   ;

  Species Source

Organism ID Organism Name Taxonomy Level Family SuperKingdom Isolation Part Collection Location Collection Time Reference
NPO19902 Mariannaea camptospora Species Nectriaceae Eukaryota PMID[21488655]

  Biological Activity

Target ID Target Type Target Name Target Organism Activity Type Activity Relation Value Unit Reference
NPT729 Organism Micrococcus luteus Micrococcus luteus MIC = 15 ug/ml 21488655
NPT165 Cell Line HeLa Homo sapiens IC50 = 34000 nM 21488655
NPT83 Cell Line MCF7 Homo sapiens IC50 = 39000 nM 21488655

  Similar Natural Products in NPASS

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules. Tc lies between [0, 1] where '1' indicates the highest similarity. What is Tanimoto coefficient

●  The left chart: Distribution of similarity level between NPC101894 and all remaining natural products in the NPASS database.
●  The right table: Most similar natural products (Tc>=0.56 or Top200).

Similarity Score Similarity Level Natural Product ID
0.9174 High Similarity NPC235190
0.9174 High Similarity NPC163200
0.9174 High Similarity NPC180006
0.9083 High Similarity NPC96705
0.9062 High Similarity NPC319969
0.9055 High Similarity NPC19242
0.9032 High Similarity NPC73413
0.9032 High Similarity NPC201667
0.9008 High Similarity NPC281356
0.9008 High Similarity NPC298796
0.896 High Similarity NPC471828
0.896 High Similarity NPC471827
0.8952 High Similarity NPC109675
0.8952 High Similarity NPC315807
0.8952 High Similarity NPC472518
0.8952 High Similarity NPC273772
0.8947 High Similarity NPC472523
0.8926 High Similarity NPC152306
0.8926 High Similarity NPC265547
0.8898 High Similarity NPC472519
0.888 High Similarity NPC27671
0.8871 High Similarity NPC248429
0.8871 High Similarity NPC96286
0.8864 High Similarity NPC306365
0.8864 High Similarity NPC131198
0.8864 High Similarity NPC14697
0.8846 High Similarity NPC472524
0.8846 High Similarity NPC36437
0.8846 High Similarity NPC241341
0.8846 High Similarity NPC233018
0.8828 High Similarity NPC168710
0.8819 High Similarity NPC224774
0.8819 High Similarity NPC258567
0.8819 High Similarity NPC121740
0.879 High Similarity NPC187868
0.878 High Similarity NPC471504
0.878 High Similarity NPC473290
0.8769 High Similarity NPC14248
0.8769 High Similarity NPC137669
0.876 High Similarity NPC128633
0.876 High Similarity NPC80170
0.875 High Similarity NPC185066
0.875 High Similarity NPC469453
0.875 High Similarity NPC199204
0.874 High Similarity NPC471826
0.874 High Similarity NPC234109
0.874 High Similarity NPC188327
0.8702 High Similarity NPC133956
0.8702 High Similarity NPC7526
0.8702 High Similarity NPC207002
0.8702 High Similarity NPC167111
0.8702 High Similarity NPC318400
0.8702 High Similarity NPC31849
0.8702 High Similarity NPC471910
0.8702 High Similarity NPC222036
0.8702 High Similarity NPC296624
0.8689 High Similarity NPC471498
0.8689 High Similarity NPC471503
0.8676 High Similarity NPC471640
0.8676 High Similarity NPC471644
0.8667 High Similarity NPC138149
0.8657 High Similarity NPC307883
0.8647 High Similarity NPC286843
0.864 High Similarity NPC52247
0.864 High Similarity NPC144418
0.8636 High Similarity NPC55149
0.8636 High Similarity NPC307412
0.8636 High Similarity NPC18804
0.8636 High Similarity NPC84894
0.8636 High Similarity NPC74655
0.8636 High Similarity NPC166672
0.8636 High Similarity NPC198381
0.8636 High Similarity NPC287182
0.8636 High Similarity NPC164269
0.8636 High Similarity NPC127888
0.8636 High Similarity NPC195343
0.8636 High Similarity NPC319859
0.8636 High Similarity NPC267412
0.8636 High Similarity NPC47163
0.8636 High Similarity NPC100986
0.8636 High Similarity NPC260265
0.8626 High Similarity NPC19157
0.8615 High Similarity NPC240722
0.8615 High Similarity NPC476399
0.8615 High Similarity NPC244799
0.8615 High Similarity NPC113098
0.8613 High Similarity NPC36732
0.8605 High Similarity NPC474623
0.8605 High Similarity NPC474651
0.8603 High Similarity NPC93640
0.8603 High Similarity NPC20631
0.8594 High Similarity NPC127604
0.8583 High Similarity NPC291899
0.8583 High Similarity NPC111347
0.8571 High Similarity NPC86892
0.8571 High Similarity NPC234865
0.8571 High Similarity NPC471909
0.8571 High Similarity NPC472424
0.8571 High Similarity NPC469675
0.8571 High Similarity NPC74137
0.8571 High Similarity NPC471625
0.8571 High Similarity NPC281241
0.8561 High Similarity NPC185777
0.855 High Similarity NPC267336
0.855 High Similarity NPC272650
0.855 High Similarity NPC29734
0.8538 High Similarity NPC123127
0.8538 High Similarity NPC27239
0.8529 High Similarity NPC155552
0.8527 High Similarity NPC243688
0.8527 High Similarity NPC289316
0.8527 High Similarity NPC194841
0.8519 High Similarity NPC43500
0.8519 High Similarity NPC164148
0.8507 High Similarity NPC283019
0.8507 High Similarity NPC149320
0.8507 High Similarity NPC26954
0.8507 High Similarity NPC160727
0.8507 High Similarity NPC38099
0.8507 High Similarity NPC128529
0.8507 High Similarity NPC471630
0.8507 High Similarity NPC476455
0.8507 High Similarity NPC177281
0.8507 High Similarity NPC283331
0.8507 High Similarity NPC55615
0.8504 High Similarity NPC50720
0.8504 High Similarity NPC173350
0.8504 High Similarity NPC290605
0.8504 High Similarity NPC154176
0.8496 Intermediate Similarity NPC474600
0.8496 Intermediate Similarity NPC326600
0.8496 Intermediate Similarity NPC224475
0.8496 Intermediate Similarity NPC62366
0.8496 Intermediate Similarity NPC309953
0.8496 Intermediate Similarity NPC204353
0.8496 Intermediate Similarity NPC213173
0.8496 Intermediate Similarity NPC180716
0.8496 Intermediate Similarity NPC50896
0.8485 Intermediate Similarity NPC469956
0.8485 Intermediate Similarity NPC194277
0.8478 Intermediate Similarity NPC471643
0.8478 Intermediate Similarity NPC471639
0.8473 Intermediate Similarity NPC32463
0.8462 Intermediate Similarity NPC60704
0.8462 Intermediate Similarity NPC293642
0.8462 Intermediate Similarity NPC139595
0.8462 Intermediate Similarity NPC210674
0.845 Intermediate Similarity NPC163248
0.8444 Intermediate Similarity NPC474886
0.8444 Intermediate Similarity NPC155963
0.8433 Intermediate Similarity NPC224941
0.8433 Intermediate Similarity NPC311430
0.8433 Intermediate Similarity NPC472525
0.8433 Intermediate Similarity NPC73071
0.8425 Intermediate Similarity NPC288238
0.8425 Intermediate Similarity NPC257188
0.8425 Intermediate Similarity NPC150214
0.8425 Intermediate Similarity NPC13007
0.8421 Intermediate Similarity NPC163557
0.8421 Intermediate Similarity NPC277021
0.8421 Intermediate Similarity NPC469449
0.8421 Intermediate Similarity NPC2363
0.8421 Intermediate Similarity NPC54503
0.8421 Intermediate Similarity NPC469955
0.8421 Intermediate Similarity NPC472522
0.8421 Intermediate Similarity NPC469952
0.8421 Intermediate Similarity NPC55147
0.8417 Intermediate Similarity NPC86069
0.8417 Intermediate Similarity NPC66404
0.8417 Intermediate Similarity NPC95123
0.8413 Intermediate Similarity NPC319378
0.8413 Intermediate Similarity NPC302107
0.8397 Intermediate Similarity NPC474289
0.8394 Intermediate Similarity NPC300611
0.8385 Intermediate Similarity NPC474670
0.8382 Intermediate Similarity NPC151946
0.8382 Intermediate Similarity NPC270256
0.8382 Intermediate Similarity NPC211110
0.8382 Intermediate Similarity NPC279573
0.8372 Intermediate Similarity NPC93219
0.8372 Intermediate Similarity NPC168259
0.8372 Intermediate Similarity NPC244495
0.8369 Intermediate Similarity NPC142863
0.8359 Intermediate Similarity NPC248786
0.8358 Intermediate Similarity NPC92830
0.8358 Intermediate Similarity NPC131950
0.8358 Intermediate Similarity NPC98179
0.8358 Intermediate Similarity NPC253574
0.8357 Intermediate Similarity NPC312789
0.8357 Intermediate Similarity NPC134621
0.8346 Intermediate Similarity NPC175159
0.8346 Intermediate Similarity NPC5423
0.8346 Intermediate Similarity NPC123954
0.8345 Intermediate Similarity NPC251372
0.8333 Intermediate Similarity NPC79184
0.8333 Intermediate Similarity NPC247553
0.8333 Intermediate Similarity NPC149545
0.8333 Intermediate Similarity NPC307042
0.8321 Intermediate Similarity NPC157212
0.8321 Intermediate Similarity NPC312881

  Similar Clinical/Approved Drugs

Similarity level is defined by Tanimoto coefficient (Tc) between two molecules.

●  The left chart: Distribution of similarity level between NPC101894 and all drugs/candidates.
●  The right table: Most similar clinical/approved drugs (Tc>=0.56 or Top200).

Similarity Score Similarity Level Drug ID Developmental Stage
0.864 High Similarity NPD422 Phase 1
0.84 Intermediate Similarity NPD5691 Approved
0.8321 Intermediate Similarity NPD1008 Clinical (unspecified phase)
0.8235 Intermediate Similarity NPD3748 Approved
0.8195 Intermediate Similarity NPD6859 Clinical (unspecified phase)
0.8188 Intermediate Similarity NPD970 Clinical (unspecified phase)
0.8148 Intermediate Similarity NPD5124 Phase 1
0.8148 Intermediate Similarity NPD5123 Clinical (unspecified phase)
0.806 Intermediate Similarity NPD1296 Phase 2
0.8047 Intermediate Similarity NPD4626 Approved
0.8 Intermediate Similarity NPD1652 Phase 2
0.7984 Intermediate Similarity NPD3496 Discontinued
0.7943 Intermediate Similarity NPD3750 Approved
0.791 Intermediate Similarity NPD4908 Phase 1
0.7905 Intermediate Similarity NPD7819 Suspended
0.7891 Intermediate Similarity NPD1548 Phase 1
0.7851 Intermediate Similarity NPD9697 Approved
0.784 Intermediate Similarity NPD5535 Approved
0.7817 Intermediate Similarity NPD6398 Clinical (unspecified phase)
0.781 Intermediate Similarity NPD4060 Phase 1
0.7803 Intermediate Similarity NPD4749 Approved
0.7794 Intermediate Similarity NPD4907 Clinical (unspecified phase)
0.7793 Intermediate Similarity NPD1940 Clinical (unspecified phase)
0.7787 Intermediate Similarity NPD3134 Approved
0.7786 Intermediate Similarity NPD1610 Phase 2
0.7786 Intermediate Similarity NPD2796 Approved
0.7786 Intermediate Similarity NPD1611 Approved
0.7724 Intermediate Similarity NPD1358 Approved
0.7721 Intermediate Similarity NPD4625 Phase 3
0.7687 Intermediate Similarity NPD3267 Approved
0.7687 Intermediate Similarity NPD1653 Approved
0.7687 Intermediate Similarity NPD3266 Approved
0.7687 Intermediate Similarity NPD2797 Approved
0.7664 Intermediate Similarity NPD6410 Clinical (unspecified phase)
0.7655 Intermediate Similarity NPD6799 Approved
0.7652 Intermediate Similarity NPD3705 Approved
0.7647 Intermediate Similarity NPD6832 Phase 2
0.7634 Intermediate Similarity NPD1778 Approved
0.763 Intermediate Similarity NPD6917 Clinical (unspecified phase)
0.7622 Intermediate Similarity NPD1243 Approved
0.7616 Intermediate Similarity NPD3817 Phase 2
0.7612 Intermediate Similarity NPD3225 Approved
0.7603 Intermediate Similarity NPD2532 Approved
0.7603 Intermediate Similarity NPD2534 Approved
0.7603 Intermediate Similarity NPD2533 Approved
0.7557 Intermediate Similarity NPD5585 Approved
0.7554 Intermediate Similarity NPD4140 Approved
0.7551 Intermediate Similarity NPD7314 Clinical (unspecified phase)
0.7536 Intermediate Similarity NPD3268 Approved
0.7534 Intermediate Similarity NPD7837 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD1899 Clinical (unspecified phase)
0.75 Intermediate Similarity NPD920 Approved
0.75 Intermediate Similarity NPD17 Approved
0.7483 Intermediate Similarity NPD5763 Approved
0.7483 Intermediate Similarity NPD5762 Approved
0.7467 Intermediate Similarity NPD6599 Discontinued
0.7466 Intermediate Similarity NPD643 Clinical (unspecified phase)
0.7445 Intermediate Similarity NPD2237 Approved
0.7445 Intermediate Similarity NPD1530 Clinical (unspecified phase)
0.7445 Intermediate Similarity NPD3018 Phase 2
0.7429 Intermediate Similarity NPD1613 Approved
0.7429 Intermediate Similarity NPD1612 Clinical (unspecified phase)
0.7421 Intermediate Similarity NPD5844 Phase 1
0.7413 Intermediate Similarity NPD1551 Phase 2
0.7413 Intermediate Similarity NPD6100 Approved
0.7413 Intermediate Similarity NPD6099 Approved
0.7405 Intermediate Similarity NPD7644 Approved
0.74 Intermediate Similarity NPD8158 Clinical (unspecified phase)
0.7391 Intermediate Similarity NPD1529 Clinical (unspecified phase)
0.7376 Intermediate Similarity NPD4340 Discontinued
0.7372 Intermediate Similarity NPD7199 Phase 2
0.7365 Intermediate Similarity NPD4378 Clinical (unspecified phase)
0.7365 Intermediate Similarity NPD642 Clinical (unspecified phase)
0.7364 Intermediate Similarity NPD1241 Discontinued
0.7357 Intermediate Similarity NPD8032 Phase 2
0.7355 Intermediate Similarity NPD919 Approved
0.7338 Intermediate Similarity NPD7768 Phase 2
0.7338 Intermediate Similarity NPD3027 Phase 3
0.7338 Intermediate Similarity NPD4868 Clinical (unspecified phase)
0.7333 Intermediate Similarity NPD2981 Phase 2
0.7333 Intermediate Similarity NPD1608 Approved
0.7329 Intermediate Similarity NPD3892 Phase 2
0.7329 Intermediate Similarity NPD1878 Clinical (unspecified phase)
0.7325 Intermediate Similarity NPD7229 Phase 3
0.732 Intermediate Similarity NPD7096 Clinical (unspecified phase)
0.7319 Intermediate Similarity NPD2861 Phase 2
0.7305 Intermediate Similarity NPD4307 Phase 2
0.7305 Intermediate Similarity NPD2979 Phase 3
0.7303 Intermediate Similarity NPD7411 Suspended
0.7286 Intermediate Similarity NPD1699 Clinical (unspecified phase)
0.7279 Intermediate Similarity NPD4359 Approved
0.7279 Intermediate Similarity NPD2983 Phase 2
0.7279 Intermediate Similarity NPD5327 Phase 3
0.7279 Intermediate Similarity NPD2982 Phase 2
0.7278 Intermediate Similarity NPD7184 Clinical (unspecified phase)
0.7273 Intermediate Similarity NPD5402 Approved
0.7273 Intermediate Similarity NPD4288 Approved
0.7267 Intermediate Similarity NPD5403 Approved
0.726 Intermediate Similarity NPD5698 Clinical (unspecified phase)
0.726 Intermediate Similarity NPD7421 Clinical (unspecified phase)
0.7259 Intermediate Similarity NPD1281 Approved
0.7255 Intermediate Similarity NPD6801 Discontinued
0.7255 Intermediate Similarity NPD37 Approved
0.7254 Intermediate Similarity NPD6355 Discontinued
0.7252 Intermediate Similarity NPD7157 Approved
0.7248 Intermediate Similarity NPD5401 Approved
0.7246 Intermediate Similarity NPD1019 Discontinued
0.7244 Intermediate Similarity NPD2684 Approved
0.7241 Intermediate Similarity NPD1550 Clinical (unspecified phase)
0.7241 Intermediate Similarity NPD1552 Clinical (unspecified phase)
0.7231 Intermediate Similarity NPD5283 Phase 1
0.7226 Intermediate Similarity NPD4965 Approved
0.7226 Intermediate Similarity NPD4966 Approved
0.7226 Intermediate Similarity NPD8651 Approved
0.7226 Intermediate Similarity NPD4967 Phase 2
0.7222 Intermediate Similarity NPD7033 Discontinued
0.7222 Intermediate Similarity NPD1510 Phase 2
0.7214 Intermediate Similarity NPD7095 Approved
0.7211 Intermediate Similarity NPD4628 Phase 3
0.7208 Intermediate Similarity NPD1465 Phase 2
0.7208 Intermediate Similarity NPD2801 Approved
0.7208 Intermediate Similarity NPD2393 Clinical (unspecified phase)
0.7206 Intermediate Similarity NPD9717 Approved
0.7192 Intermediate Similarity NPD1549 Phase 2
0.7181 Intermediate Similarity NPD1511 Approved
0.7179 Intermediate Similarity NPD7075 Discontinued
0.7179 Intermediate Similarity NPD3749 Approved
0.7172 Intermediate Similarity NPD4476 Approved
0.7172 Intermediate Similarity NPD4477 Approved
0.7172 Intermediate Similarity NPD2438 Suspended
0.7172 Intermediate Similarity NPD2935 Discontinued
0.7164 Intermediate Similarity NPD1651 Approved
0.7164 Intermediate Similarity NPD3444 Approved
0.7164 Intermediate Similarity NPD3445 Approved
0.7164 Intermediate Similarity NPD3443 Approved
0.7163 Intermediate Similarity NPD6798 Discontinued
0.7154 Intermediate Similarity NPD7843 Approved
0.7153 Intermediate Similarity NPD3600 Clinical (unspecified phase)
0.7152 Intermediate Similarity NPD6959 Discontinued
0.7152 Intermediate Similarity NPD6980 Clinical (unspecified phase)
0.7143 Intermediate Similarity NPD1934 Approved
0.7143 Intermediate Similarity NPD5536 Phase 2
0.7134 Intermediate Similarity NPD7549 Discontinued
0.7134 Intermediate Similarity NPD6234 Discontinued
0.7133 Intermediate Similarity NPD230 Phase 1
0.7133 Intermediate Similarity NPD7004 Clinical (unspecified phase)
0.7132 Intermediate Similarity NPD1091 Approved
0.7121 Intermediate Similarity NPD6671 Approved
0.7115 Intermediate Similarity NPD3882 Suspended
0.7114 Intermediate Similarity NPD6667 Approved
0.7114 Intermediate Similarity NPD6666 Approved
0.7107 Intermediate Similarity NPD6232 Discontinued
0.7103 Intermediate Similarity NPD2799 Discontinued
0.7103 Intermediate Similarity NPD4308 Phase 3
0.7101 Intermediate Similarity NPD1283 Approved
0.7101 Intermediate Similarity NPD6696 Suspended
0.7095 Intermediate Similarity NPD7466 Approved
0.709 Intermediate Similarity NPD1894 Discontinued
0.7089 Intermediate Similarity NPD5494 Approved
0.7086 Intermediate Similarity NPD6273 Approved
0.7086 Intermediate Similarity NPD1512 Approved
0.7078 Intermediate Similarity NPD5090 Approved
0.7078 Intermediate Similarity NPD5089 Approved
0.7078 Intermediate Similarity NPD7615 Clinical (unspecified phase)
0.707 Intermediate Similarity NPD6971 Discontinued
0.7063 Intermediate Similarity NPD1240 Approved
0.7059 Intermediate Similarity NPD3226 Approved
0.7059 Intermediate Similarity NPD5808 Clinical (unspecified phase)
0.7055 Intermediate Similarity NPD2531 Phase 2
0.7054 Intermediate Similarity NPD4750 Phase 3
0.7051 Intermediate Similarity NPD8443 Clinical (unspecified phase)
0.705 Intermediate Similarity NPD1203 Approved
0.7042 Intermediate Similarity NPD7985 Registered
0.7042 Intermediate Similarity NPD411 Approved
0.7034 Intermediate Similarity NPD2200 Suspended
0.7031 Intermediate Similarity NPD290 Approved
0.702 Intermediate Similarity NPD7447 Phase 1
0.702 Intermediate Similarity NPD7410 Clinical (unspecified phase)
0.7019 Intermediate Similarity NPD7852 Clinical (unspecified phase)
0.7014 Intermediate Similarity NPD447 Suspended
0.7007 Intermediate Similarity NPD6005 Phase 3
0.7007 Intermediate Similarity NPD6002 Phase 3
0.7007 Intermediate Similarity NPD2346 Discontinued
0.7007 Intermediate Similarity NPD6003 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD6006 Clinical (unspecified phase)
0.7007 Intermediate Similarity NPD6004 Phase 3
0.7 Intermediate Similarity NPD5710 Approved
0.7 Intermediate Similarity NPD5711 Approved
0.6993 Remote Similarity NPD6233 Phase 2
0.6993 Remote Similarity NPD4870 Approved
0.6992 Remote Similarity NPD709 Approved
0.6987 Remote Similarity NPD4585 Approved
0.6975 Remote Similarity NPD7473 Discontinued
0.6974 Remote Similarity NPD3647 Clinical (unspecified phase)
0.6966 Remote Similarity NPD1607 Approved
0.6966 Remote Similarity NPD6653 Approved
0.6962 Remote Similarity NPD4381 Clinical (unspecified phase)
0.6959 Remote Similarity NPD2424 Discontinued
0.6957 Remote Similarity NPD1840 Phase 2
0.6954 Remote Similarity NPD7212 Phase 2

Structure

External Identifiers

PubChem CID   53262701
ChEMBL   CHEMBL1783110
ZINC  

Physicochemical Properties

Molecular Weight:  328.17
ALogP:  3.2926
MLogP:  3.22
XLogP:  4.683
# Rotatable Bonds:  11
Polar Surface Area:  44.76
# H-Bond Aceptor:  2
# H-Bond Donor:  0
# Rings:  2
# Heavy Atoms:  24

Download Data

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Biological Activities  
Similar NPs/Drugs